Caridiene: A New Sesquiterpene from Pseudoterogorgia americana

Abstract

Research on the chemical composition of gorgonian Pseudoterogorgia americana, which grows in the coasts of Havana, has led to the isolation of a new sesquiterpene hydrocarbon, 1,1-dimethyl-7-isopropylidene-1,2,3,4,5,6,7,8-octahydronaphthalene, named caridiene. This compound not previously reported, was found to be a major constituent of the volatile fraction. The proposed structure was confirmed by spectroscopical data (UV, IR, Raman, MS, 1H and 13C NMR techniques).

Americanolides A−C, New Guaianolide Sesquiterpenes from the Caribbean Sea Plume Pseudopterogorgia americana

“…Many gorgonian species of the genus Pseudopterogorgia from the Caribbean region have been the object of chemical investigations. , Diterpene glucopyranosides (pseudopterosins) and lactones (pseudopterolides) are the most usual metabolites of this genus, but sesquiterpene hydrocarbon mixtures are also common gorgosterol, and several interesting secosterols, − bisabolenes, sesquiterpene hydrocarbons, , and some strained sesquiterpenoid furans of the germacrene class , have all been isolated from specimens of diverse origins. In the course of a continuing search for tumor inhibitors of marine origin and for chemical contributions to taxonomy and phylogeny in the Pseudopterogorgia , we have now reinvestigated specimens of P. americana growing in the southwest of Puerto Rico.…”

New Guaiane Metabolites from the Caribbean Gorgonian Coral, Pseudopterogorgia americana

“…The gorgonian octocoral Pseudopterogorgia americana Gmelin (phylum Cnidaria, class Anthozoa, subclass Alcyonaria, order Gorgonacea) has been the subject of several chemical investigations. − In continuation of our studies of a Puerto Rican specimen of P. americana , the guaiane sesquiterpene mixture reported recently by us has been examined in more detail and found to consist primarily of six new components . In this paper, we report the isolation and structure elucidation of guaiane metabolites 1 − 6 from the same gorgonian specimen collected in La Parguera, Puerto Rico.…”